Ethylenediamine → N1-(5-nitrobenzo[d]isothiazol-3-yl)ethane-1,2-diamine

HRID 502555노트

반응식

HRID 502555 반응식
[CH2:1]([NH2:4])[CH2:2][NH2:3].Cl[C:6]1[C:10]2[CH:11]=[C:12]([N+:15]([O-:17])=[O:16])[CH:13]=[CH:14][C:9]=2[S:8][N:7]=1>C(#N)C>[N+:15]([C:12]1[CH:13]=[CH:14][C:9]2[S:8][N:7]=[C:6]([NH:3][CH2:2][CH2:1][NH2:4])[C:10]=2[CH:11]=1)([O-:17])=[O:16]

참가 물질

4

반응물 2

HCID 3301EthylenediamineHCID 1980981,2-Benzisothiazole, 3-chloro-5-nitro-

생성물 1

HCID 58727034N1-(5-nitrobenzo[d]isothiazol-3-yl)ethane-1,2-diamine수율 35%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

Ethylenediamine (1.5 mL, 24 mmol) was added dropwise to a solution of 3-chloro-5-nitrobenzo[d]isothiazole (250 mg, 1.2 mmol) in acetonitrile (1 mL). The reaction mixture was microwaved at 120° C. for 10 min. The reaction mixture was concentrated under reduced pressure. The resulting residue was diluted with water and the aqueous mixture was extracted with ethyl acetate. The organic extract was concentrated under reduced pressure and the crude product was purified by column chromatography, on silica gel, eluting with a mixture of 2% methanol in dichloromethane and selected fractions were combined and concentrated under reduced pressure to yield N1-(5-nitrobenzo[d]isothiazol-3-yl)ethane-1,2-diamine (100 mg) as a yellow solid.

후처리

  1. customThe reaction mixture was microwaved at 120° C. for 10 min
  2. concentrationThe reaction mixture was concentrated under reduced pressure
  3. additionThe resulting residue was diluted with water
  4. extractionthe aqueous mixture was extracted with ethyl acetate
  5. extractionThe organic extract
  6. concentrationwas concentrated under reduced pressure
  7. customthe crude product was purified by column chromatography, on silica gel
  8. washeluting with a mixture of 2% methanol in dichloromethane
  9. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-9b2432613d4740cf9dfa177b5c5802d0
출처 데이터셋
uspto-grants-2010_08
특허 번호
US07776847B2

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